Sodium borohydride → (RS)-1,1,1-trifluoro-2-(4-ethoxyphenyl)propan-3-ol

HRID 1904981노트

반응식

HRID 1904981 반응식
[BH4-].[Na+].[CH2:3]([O:5][C:6]1[CH:11]=[CH:10][C:9]([CH:12]([C:15]([F:18])([F:17])[F:16])[CH:13]=[O:14])=[CH:8][CH:7]=1)[CH3:4]>C(O)C>[CH2:3]([O:5][C:6]1[CH:7]=[CH:8][C:9]([CH:12]([C:15]([F:16])([F:17])[F:18])[CH2:13][OH:14])=[CH:10][CH:11]=1)[CH3:4]

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 107995612-(4Ethoxyphenyl)-3,3,3-trifluoropropanal

생성물 1

HCID 10681171(RS)-1,1,1-trifluoro-2-(4-ethoxyphenyl)propan-3-ol수율 73.4%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A hundred milligrams of sodium borohydride was added to a solution of 1.04 g of 2-(4ethoxyphenyl)-3,3,3-trifluoropropanal in 15 ml of ethanol with ice-cooling. The reaction solution was stirred at room temperature for 4hours. Thereafter, the reaction mixture was poured into ice water and extracted twice with ethyl acetate. The ethyl acetate layers were combined and washed with dilute HCl and saturated sodium chloride solution successively and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure and the residue was subjected to column chromatography on silica gel [eluted with n-hexane/ethyl acetate (4:1) mixture] to obtain 0.77 g of the desired compound.

후처리

  1. temperaturecooling
  2. extractionextracted twice with ethyl acetate
  3. washwashed with dilute HCl and saturated sodium chloride solution successively
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe solvent was removed under reduced pressure

출처 및 근거

ORD 기록
ord-7b18ff902e134bc6b370c0d93c1b3f1d
출처 데이터셋
uspto-grants-1989_06
특허 번호
US04840971

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